Patent GB-941879-A (GB)
Title: Ordered hydroxy-terminated polyether-based urethanes and coating compositions containing same
Inventor: ADOLFAS DAMUSIS
IPC: C08G18/48
Filed: 1960-03-18
Abstract: An hydroxy terminated urethane (u) of the formula: <FORM:0941879/C3/1> where R is hydrogen or methyl, -O-G-O- is the radical of a polypropylene ether glycol (a) having a molecular weight between about 134 and 1,000, T1 is - <FORM:0941879/C3/2> and T2 is <FORM:0941879/C3/3> y is zero or one, Q is the same in both occurrencies and is the radical of a polyether polyol (b) in which a hydroxyl hydrogen atom has been removed and is of the formula: <FORM:0941879/C3/4> where R1 with attached oxygen atoms is a polyhydric aliphati alcohol having up to ten carbon atoms and from three to six hydroxyl groups per molecule radical, x is zero or one, z is zero or an integer from one to three, n is zero or an integer from one to three, provided that when z is zero, at least one n is at least one, when z is one, at least two ns are at least one, when z is two, at least three n's are at least one and when z is three, at least four n's are at least one, or the radical of a polyol (d) containing at least one tertiary nitrogen atom and of the formulae.: <FORM:0941879/C3/5> <FORM:0941879/C3/6> where Z is an alkylene radical containing from two to six carbon atoms inclusive, M is hydrogen or methyl, n is zero or an integer from one to four inclusive and x is zero or one, said urethane (u) being made by the sequential reaction of about one molar proportion of polypropylene ether glycol (a) with about two molar proportions of phenylene diisocyanate, toluylene diisocyanate or diphenyl-methane-4:4-diisocyanate, to produce an isocyanate terminated polypropylene ether glycol urethane which is reacted with about two molar proportions of a polyether polyol (b), or of a polyether polyol (d) containing at least one tertiary nitrogen atom. Many reactants are specified. In the examples, hydroxy terminated urethanes are made by reacting in the presence of xylene and 2-ethoxy ethyl acetate: (1) polypropylene ether glycol, toluylene diisocyanate and a polyoxypropylene derivative of trimethylol propane; (2) polypropylene ether glycol, toluylene diisocyanate and a polyoxypropylene propylene derivative of pentaerythritol; (3) polypropylene ether glycol, phenylene diisocyanate and a monoethylene oxide addition product of a polyoxypropylene derivative of trimethylol propane; (4) dipropylene glycol, toluylene diiscocyanate and a polyoxypropylene derivative of pentaerythritol; (5) tetrapropylene glycol, toluylene diisocyanate and a propylene oxide and then ethylene oxide addition product of hexametriol; (6) polypropylene ether glycol, toluylene diisocyanate and a polyoxypropylene derivative of glycerine; (7) polypropylene ether glycol, toluylene diisocyanate and a polyoxypropylene derivative of sorbitol; (8) and (9) polypropylene ether glycol, toluylene diisocyanate and N:N:N1:N1 tetrakis (2-hydroxypropyl) ethylene diamine; (10) dipropylene glycol, toluylene diisocyanate and a polyoxypropylene derivative of tri isopropanolamine; (11) polypropylene ether glycol, diphenyl methane-4:41- diisocyanate and an addition product of propylene oxide with N:N:N1:N1- tetrakis (2-hydroxypropyl) ethylene diamine; (12) dipropylene glycol, toluylene diisocyanate and 1:4-bis (2-hydroxypropyl) methyl piperazine; (13) polypropylene ether glycol, toluylene diisocyanate and an addition product of ethylene oxide with tri isopropanolamine and (14) polypropylene ether glycol, toluylene diisocyanate and N-(2-hydroxyethyl)- N:N1:N1-tris (2-hydroxypropyl) ethylene diamine. The resultant solutions are used in coating formulations in admiature with isocyanate-terminated reaction products of polyoxypropylene derivatives of trimethylol propane or pentaerythritol with toluene diisocyanate or reaction products thereof with polypropylene ether glycol.